3-Bromo-1-propanol → HCID 13239624, compound

HRID 437386

Reaction equation

HRID 437386 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[NH:3]1.Br[CH2:10][CH2:11][CH2:12][OH:13]>C1(C)C(C)=CC=CC=1>[CH3:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([CH3:8])[N:3]1[CH2:10][CH2:11][CH2:12][OH:13]

Participants

4

Reactant 2

HCID 123083-Bromo-1-propanolHCID 641768rel-(2R,6S)-2,6-Dimethylpiperidine

Product 1

HCID 13239624HCID 13239624, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A stirred solution of 460 g. of cis-2,6-dimethylpiperidine in 300 ml. of xylene is treated with 278 g. of 3-bromopropanol over a period of 15 minutes. The mixture is stirred and heated at reflux for 2 hours, then allowed to cool while stirring for 16 hours. The mixture is filtered and the filtrate evaporated at reduced pressure. The residue is distilled at reduced pressure to give cis-2,6-dimethyl-1-piperidinepropanol; b.p. 147°-149° C./25 mm.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. temperatureto cool
  4. stirringwhile stirring for 16 hours
  5. filtrationThe mixture is filtered
  6. customthe filtrate evaporated at reduced pressure
  7. distillationThe residue is distilled at reduced pressure

Sources & evidence

ORD record
ord-c4a51d1f1ffb49698711afb4b5e819b1
Source dataset
uspto-grants-1977_06
Patent number
US04031101

Linked notes

Loading…